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Catalytic Asymmetric exo ′‐Selective [3+2] Cycloaddition of Iminoesters with Nitroalkenes
Author(s) -
Arai Takayoshi,
Yokoyama Naota,
Mishiro Asami,
Sato Hiroyasu
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201004098
Subject(s) - cycloaddition , catalysis , adduct , chemistry , combinatorial chemistry , enantioselective synthesis , michael reaction , organic chemistry , stereochemistry , medicinal chemistry
Under control : A chiral imidazoline–aminophenol/Ni(OAc) 2 complex promotes the first catalytic asymmetric exo ′‐selective [3+2] cycloaddition of iminoesters and nitroalkenes. Thermodynamic control over the stepwise Michael/Mannich cyclization steps gives the adducts in up to 99 %  ee.

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